Dog Sitting Holliston

Book a Holliston dog sitter to watch your dog in your sitter’s home or yours.

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Over 59
pet parents in Holliston have booked dog sitting

Holliston, Find top rated dog sitting

Prices are estimates per visit for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.

1 / 1
Sitter Profile Image: Sophia C.
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Sophia C.
$28
total per visit
4.8 out of 5 stars
7 reviews
1 repeat client
6 years of experience
Holliston, MA, 01746

Sophia thank you. Dipper loves you. And we are so glad you can stop for a visit today.

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Shaima A.
Sitter Profile Image: Lucy L.
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Lucy L.
Star Sitter
$23
total per visit
5.0 out of 5 stars
383 reviews
142 repeat clients
10 years of experience
Framingham, MA, 01701

Amazing! We feel so comfortable leaving our dog with Lucy, we don’t have to worry and we enjoy ourselves on vacation. We have used Lucy numerous times and she always exceeds our expectations every time!

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Joel R.
Sitter Profile Image: Ana R.
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Ana R.
Star Sitter
$32
total per visit
5.0 out of 5 stars
18 reviews
7 repeat clients
4 years of experience
Framingham, MA, 01702

Ana was awesome - on short notice and without the benefit of a “get to know you” visit beforehand, she came and made sure Mojo had everything he needed while we were attending a wedding. We couldn’t have left our boy in better hands. Thanks Ana!

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Jonathan Z.
Sitter Profile Image: Katherine M.
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Katherine M.
$23
total per visit
5.0 out of 5 stars
4 reviews
1 repeat client
4 years of experience
Sherborn, MA, 01770

About: I am a college student home for breaks! I have 3 dogs and 1 cat at home who I love to hang out with and care for. I have done at home care for senior dogs, walks and run around with younger dogs and puppies, cat sitting, and lots in between. I am home for a few weeks in January and lots of time in the summer, so I would love to help with your animals anytime when I am home, especially if you’re headed on any vacations. I care deeply for your animals and will carefully follow any instructions and specific requests you may have. I want to make sure you and your animals are as comfortable as possible while they are in my care, so I am very flexible.

Sitter Profile Image: Sarah B.
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Sarah B.
Star Sitter
$39
total per visit
5.0 out of 5 stars
18 reviews
3 repeat clients
12 years of experience
Framingham, MA, 01702

Sarah was really great with our two cats! She was able to give our one cat the meds she needs and sent many updates throughout the week! She was very attentive and always answered right away. Definitely will book with Sarah again in the future!

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Juliana S.
Sitter Profile Image: Adreine L.
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Adreine L.
$28
total per visit
5.0 out of 5 stars
10 reviews
2 repeat clients
35 years of experience
Franklin, MA, 02038

About: At Adreine's Pet Sitting, I understand that your furry friends deserve the best care when you're busy or away. I offer professional dog Daycare, trusted house sitting and drop-in services to keep your pets happy and safe. With personalized attention and a focus on well-being, I will ensure your pet enjoys their time outside while maintaining the comfort of home. Whether you need a daily care or extended care during vacations, I got you covered. Let me take care of your pets as if they were my own! 🐕🐾🐾 I am currently taking new clients for Pet sitting and dog care. I offer in home overnight care as well as drop-in during the day. I am available to come to your home or mine. I will also stay with your fur baby if you need overnight care as well.

Sitter Profile Image: Christine L.
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Christine L.
$32
total per visit
1 repeat client
10 years of experience
Medway, MA, 02053

About: I have had pets my entire life. Dogs, cats, birds, fish, rabbits…I love animals of all kinds. My mom became paralyzed and I walked and took care of her 2 senior dogs for about 8 years until they passed. I gave them oral medication, cooked their food, walked and groomed them. Then she adopted a puppy and I took care of him as well as trained him. I currently have 2 french bulldogs of my own. One is a hyper little puppy and the other is a calmer 5 year old. I love caring for pets whether they are my own or someone else’s. I currently work part time in home care until 2pm 4 days a week. I am available most afternoons. My schedule changes if a client is in the hospital and does not need care those days which gives me the flexibility to pick up more last minute walks or check ins. I have children so I cannot work all weekend but i can be flexible and am open to them. I am open to walking your dogs in your neighborhood or wherever you prefer. I am also open to check ins and feeding dogs or cats. I will do my best to keep your routine with them if that is what you prefer. I would like to know a little bit about them beforehand and any preferences or habits they have.

Sitter Profile Image: Briana B.
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Briana B.
$22
total per visit
10 years of experience
Framingham, MA, 01702

About: I am a proud dog aunt and cat mom. Over the past decade I have taken care of many dogs and cats, from hosting them in my home while their people were away, house/pet sitting, to providing home visits and walking. Dog-wise, I have taken care of a wide variety of pals, both size and personality-wise: small dogs, mediums dogs, all the way up to a large mastiffs and Shepards. Couch potatoes, protectors, playful & energetic buds, and snugglers. I have taken care of a dog with a chronic illness requiring particular food preparation. I've taken care of multiple dogs with protective personalities and approach with a mixture of confidence and willingness to meet them where they are. As a cat mom and ongoing cat sitter, I've taken care of my late cat with a chronic illness for many years, requiring a special diet and daily medication; friends' cats shy to new people; and a diabetic cat, requiring regular insulin shots. Cats hold my heart (don't tell the above paragraph.) I am a part-time non-profit consultant. I primarily work from home with occasional meetings out of the house. I am active in community theater, but am working on the administrative end for the foreseeable future, which means I am generally home during evenings. I have a lot of flexibility to build my schedule as needed based on pet care bookings with a few key, short responsibilities each week. You are the expert on your pet. My starting point is your information and guidance. After that, I use my experience meeting and caring for many different animals and personalities. I am an intuitive and patient person. I'm aware that pets may feel differently away from their people and potential away from their environment. I stay attuned to them and meet them where they are. They are aware, intelligent beings with reactions, routines, expectations, and feelings and I don't take that like likely.

Sitter Profile Image: Peggy M.
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Peggy M.
Star Sitter
$28
total per visit
5.0 out of 5 stars
37 reviews
9 repeat clients
30 years of experience
Bellingham, MA, 02019

Needed someone to play ball with my dogs while I was out of town and my wife was home recovering from surgery. Peggy was accommodating and reliable. She helped tire out the pups so my wife could continue to heal. Would definitely use again!

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Julie G.
Sitter Profile Image: Alessandra M.
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Alessandra M.
$20
total per visit
9 years of experience
Medway, MA, 02053

About: I have 2 dogs and 2 cats, they are my everything! I used to do dog walking when I was younger and am excited to start again! I am working part time right now but am a full time dog AND cat mom so I always have to make sure their needs are first! I helped train my dogs when they were younger so they are very good and listen well. I know they trust me and I trust them.

Sitter Profile Image: Marcelly G.
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Marcelly G.
$28
total per visit
5 years of experience
Ashland, MA, 01721

About: I have been fostering dogs in my home for the past 2 years and have cared for dogs of all sizes, breeds, and personalities. Through fostering, I've gained experience helping dogs adjust to new environments, routines, and people. I also volunteer monthly by taking foster dogs on field trips around town, to parks, and on neighborhood walks to help with socialization and exercise. I understand that every pet has unique needs, and I always focus on providing a safe, loving, and comfortable environment where they can feel at home. I am available anytime and have a flexible schedule that allows me to provide care whenever needed. Whether your pet needs early morning walks, daytime check-ins, evening care, overnight stays, or weekend attention, I can accommodate their routine. I understand the importance of consistency and will make sure your pet receives plenty of care, exercise, companionship, and attention while you're away. In my home, pets will stay in a safe and welcoming apartment environment. While I don't have a yard, I regularly take dogs on walks around my apartment complex and to a large nearby field where they can enjoy exercise, fresh air, and enrichment. I closely supervise all pets and make sure they have access to water, comfortable resting areas, and plenty of attention. When caring for pets in a client's home, I follow all instructions carefully to keep their routine consistent and stress-free. I can provide feeding, walks, playtime, medication administration if needed, litter box cleaning, and companionship. If crate training or crating is part of the pet's routine, I can safely crate dogs when supplies and instructions are provided. For cats, I ensure litter boxes stay clean, fresh water is always available, and they receive the appropriate amount of interaction based on their personality and preferences. My goal is always to make pets feel safe, comfortable, and cared for while their owners are away.

Sitter Profile Image: Rebecca N.
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Rebecca N.
$34
total per visit
5.0 out of 5 stars
23 reviews
6 repeat clients
15 years of experience
Ashland, MA, 01721

About: Hey There! I'm Becky. I'm a mother, small business owner, and life-long dog lover. For my entire life I've always had dogs, but a few years my sweet dog crossed the rainbow bridge to doggy heaven. When that happened, my children started asking for a new dog, but I wasn’t quite ready. As an alternative we started helping others with theirs. It’s become an incredible journey for our family, and brings us so much joy! We’re happy to have dogs here for boarding. I only take ONE dog at a time, unless there are multiple dogs coming from the same home that already live together. I have two children (11 & 15) who both love dogs as well. However, my son is nervous around bigger dogs and certain breeds. For this reason, a trial visit is required. Dog sitting has brought an unexpected amount of happiness into our home and family. We get very excited with each new furry friend that we get to love while you’re away. ​ I have a fenced yard and a cozy home. I allowed my dog on the furniture when I had him. I don’t have a crate. Whatever rules apply in your house are what we try to do here. Dogs can run free in my fenced yard or walk on a leash around my neighborhood and in the nearby nature trails. I run a small part-time preschool enrichment program out of my basement, in a separate area where dogs would not have access. During work hours I am generally able let dogs out as needed in a separate fenced area. ​ If you are interested in having your dog stay with us, please feel free to contact me. We would love to provide a safe, happy home away from home for your beloved pet while you're away. Your pet will be treated as if they were our pet. We try our best to make our routines look like yours, creating a safe, happy home away from home. I live in a cute neighborhood abutting conservation land. It is beautiful! We use an organic pest company to keep ticks out of our yard and I keep my home tidy.

Sitter Profile Image: Wael G.
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Wael G.
$36
total per visit
5 years of experience
Ashland, MA, 01721

About: I owe dogs for more than 10 years and I am confident with playing with them and building trust and funny environment! I love dogs! I can serve two per day on the time being but may be in future having some arrangements to accommodate more within the day and the weekend. We clean our house and yard. Safety first, mowe the lawn on weekly basis. pet boarding, dog walking, and pet sitting required momently monitoring their moves and directions and the pet feels welcome and easy to follow up with basic orders. Safety around and fir my family members are also included.

Sitter Profile Image: Kerry S.
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Kerry S.
$24
total per visit
1 repeat client
15 years of experience
Milford, MA, 01757

About: I have had dogs most of my life. I have adopted my dogs through shelters and understand the need for patience, care and going with the dogs flow! My neighbors utilize these skills to dog sit and walk throughout the years. I am currently off for the summer from my full time job! I am able to provide walks and drop ins at any time of day. Your pets safety and care is my number one priority. If you prefer more communication during the visit, I will always accommodate that. You are trusting me with your family, so I will treat them as my own family as well.

Sitter Profile Image: lauren b.
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lauren b.
$23
total per visit
5.0 out of 5 stars
30 reviews
12 repeat clients
7 years of experience
Framingham, MA, 01701

About: I’ve owned and taken care of pets of my own and others my whole life! Experienced in walking big and small dogs, and bathing them as well. Experienced cat owner and care taker as well! I also like to think I take pretty awesome pictures to send to you as well:) Welcome to Mammoth Lakes! I’m an experienced dog walker and pet sitter who moved here all the way from Boston, where pet sitting and dog walking was my full time job! I would love to become besties with your furry friend! I live in a quiet neighborhood so not lots of noises for easily anxious pets! I’m very attentive to pet needs and always triple check safety measures in my home and yours to make sure your pet doesn’t get into mischief!

Sitter Profile Image: Carolyn F.
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Carolyn F.
Star Sitter
$43
total per visit
4.9 out of 5 stars
89 reviews
31 repeat clients
40 years of experience
Sherborn, MA, 01770

Carolyn is the most caring, respectful, and attentive sitter! Carolyn has watched our pup multiple times now and he is always so well adjusted, happy, and doesn't miss a beat after being in her care! I will always prioritize booking Carolyn and try to schedule with her availability in mind, because she is just that good! Thank you, Carolyn!

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Abby R.
Sitter Profile Image: Georgina H.
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Georgina H.
Star Sitter
$28
total per visit
5.0 out of 5 stars
126 reviews
22 repeat clients
45 years of experience
Ashland, MA, 01721

Thank you, Georgina, for taking such good care of our cat, Grace. She is usually very shy, but it was great to see she warmed up to you right away!

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Jill B.
Sitter Profile Image: Haylie V.
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Haylie V.
$28
total per visit
5.0 out of 5 stars
20 reviews
6 repeat clients
10 years of experience
Medway, MA, 02053

Haylie was communicative and went above and beyond during the drop in visits.

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Gina A.
Sitter Profile Image: Marina B.
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Marina B.
$34
total per visit
5.0 out of 5 stars
73 reviews
18 repeat clients
14 years of experience
Holliston, MA, 01746

Marina truly has a heart for animals! My husband and I just moved to the area from Austin, Texas and we are very grateful to have found Marina! She will be our go-to pet sitter moving forward.

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Susan A.
Sitter Profile Image: Emma-Claire V.
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Emma-Claire V.
$19
total per visit
5.0 out of 5 stars
6 reviews
1 repeat client
14 years of experience
Sherborn, MA, 01770

Emma-Claire took great care of our dogs on short notice.

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Laurie P.
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The median cost per visit for dog sitting in Holliston is $24

Dog parents share their Rover experiences - Holliston

1 / 1
5.0 out of 5 stars

Becki is awesome with Lucy! She can be super stubborn, but Becki is so patient and knows exactly how to handle her. Lucy loved her, and we always felt totally comfortable knowing she’s in great hands. Highly recommend!

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Abbie H.
Drop-In Visits
5.0 out of 5 stars

So thankful for Sarah! She was able to help me out last minute when my current walker had a conflict. She was communicative and met my pup beforehand on short notice. Highly recommend!

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Samantha W.
Drop-In Visits
1 / 1
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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

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    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Meet local sitters who will treat your dogs like family

  1. 1. Search

    Browse profiles of sitters near you who offer dog sitting
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Sitters in Holliston average 6
repeat dog sitting clients

FAQs for Drop-In Visits - Holliston

Frequently asked questions about Rover

The average cost for Dog Sitting in Holliston on Rover is $27.75 per visit (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Sitting. For more information on service fees, click here .

As of July 2026, there are 10,788 sitters on Rover offering Dog Sitting across Holliston. Enter your ZIP code to see which available sitters are closest to your home.

A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.

Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Holliston stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.

Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Holliston choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.

A Meet & Greet is a short introductory meeting between you, your dog, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.

To find sitters in Holliston with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.

Yes, you can find sitters who have experience with handling special pet needs in Holliston. On Rover:

  • 90% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 95% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.

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